[2-(3-Methoxypropyl)phenyl]boronic acid → Methyl 4-(1-cyano-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}ethyl)-2'-(3-methoxypropyl)biphenyl-2-carboxylate

HRID 2194910Notes

Reaction equation

HRID 2194910 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]([CH:12]([C:33]#[N:34])[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][O:23][C:24]3[C:29]([Cl:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=3[Cl:32])=[CH:16][CH:15]=2)=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:35][O:36][CH2:37][CH2:38][CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1B(O)O>>[C:33]([CH:12]([C:9]1[CH:8]=[C:3]([C:4]([O:6][CH3:7])=[O:5])[C:2]([C:45]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[CH2:39][CH2:38][CH2:37][O:36][CH3:35])=[CH:11][CH:10]=1)[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][O:23][C:24]2[C:29]([Cl:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=2[Cl:32])=[CH:16][CH:15]=1)#[N:34]

Participants

3

Reactant 2

HCID 58083347[2-(3-Methoxypropyl)phenyl]boronic acidHCID 67447431Methyl 2-bromo-5-(1-cyano-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}ethyl)benzoate

Product 1

HCID 67448729Methyl 4-(1-cyano-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}ethyl)-2'-(3-methoxypropyl)biphenyl-2-carboxylate

Procedure

Prepared according to the procedure described in EXAMPLE 7, step 2 using methyl 2-bromo-5-(1-cyano-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}ethyl)benzoate from step 3 and [2-(3-methoxypropyl)phenyl]boronic acid from EXAMPLE 3, step 1 as starting materials. Purification by column chromatography on silica gel, eluting with Hex/EtOAc (5 then 10%) afforded the desired compound as a colorless oil.

Workup

  1. customPrepared
  2. customPurification by column chromatography on silica gel
  3. washeluting with Hex/EtOAc (5

Sources & evidence

ORD record
ord-4bd7a4bc831042afa035b7ee42a32b04
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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